Synthesis 2016; 48(23): 4199-4206
DOI: 10.1055/s-0035-1562474
paper
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of Some Chlorinated and Heteroatom-Rich Monocyclic β-Lactams via the Staudinger Reaction of Acyclic S-Alkylisothioureas

Nisha Dawra*
a   School of Engineering and Technology, BML Munjal University, Gurgaon, Haryana 122413, India
b   Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India   Email: nishadawra@gmail.com
,
Ram Nath Ram
b   Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India   Email: nishadawra@gmail.com
› Author Affiliations
Further Information

Publication History

Received: 29 May 2016

Accepted after revision: 11 June 2016

Publication Date:
15 August 2016 (online)


Abstract

The optimized preparation of a rare class of highly functionalized (chlorinated and heteroatom-rich) monocyclic β-lactams by the Staudinger reaction of reactive acyclic S-alkylisothioureas with dichloroketene is presented. The use of acyclic S-alkylisothioureas in the Staudinger β-lactam synthesis has been demonstrated for the first time. The present method is mild, economical and wide in scope.

Supporting Information